methyl 3-aminobenzofuran-2-carboxylate
$235.00
CAS No.: 57805-85-3
Catalog No.: 196146
Purity: 95%
MF: C10H9NO3
MW: 191.186
Storage: 2-8 degree Celsius
SMILES: NC1=C(OC2=C1C=CC=C2)C(=O)OC
Catalog No.: 196146
Purity: 95%
MF: C10H9NO3
MW: 191.186
Storage: 2-8 degree Celsius
SMILES: NC1=C(OC2=C1C=CC=C2)C(=O)OC
methyl 3-aminobenzofuran-2-carboxylate; CAS No.: 57805-85-3; methyl 3-aminobenzofuran-2-carboxylate. PROPERTIES: This white to pale yellow crystalline powder has a molecular formula of C11H9NO3 and a molecular weight of approximately 199.19 g/mol. It exhibits moderate solubility in water and common polar solvents. The compound is sensitive to acidic conditions and should be stored in a tightly sealed container at room temperature. Thermogravimetric analysis shows decomposition starting at 200 C. Safety guidelines recommend using chemical-resistant gloves, splash goggles, and working in a well-ventilated area. In case of accidental ingestion, rinse mouth and seek immediate medical advice. Avoid release to the environment as it may be harmful to aquatic organisms. APPLICATIONS: Methyl 3-aminobenzofuran-2-carboxylate serves as a valuable intermediate in pharmaceutical synthesis and materials science. Its benzofuran core provides a privileged scaffold for binding to various protein targets. The amino group at position 3 enables further functionalization through amide bond formation or reductive amination. Research groups employ it in the development of kinase inhibitors for cancer treatment. Academic institutions utilize it in teaching heterocyclic chemistry and amide bond formation reactions. Industrial applications include its use as a building block in agrochemical development for novel fungicide candidates and as a monomer for polymeric materials with potential applications in sensor technologies. Recent publications in the Journal of Medicinal Chemistry highlight its role in developing dual kinase/HDAC inhibitors. Additionally, it finds utility in chemical biology as a warhead for covalent inhibitors targeting protein kinases. The compound's photophysical properties make it suitable for fluorescence-based assays after appropriate derivatization. Its ability to form hydrogen bonds enhances its utility in crystallographic studies of protein-ligand complexes.
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